Sierra AI

Sierra AI is a conversational AI company co-founded in 2023 by Bret Taylor (former Salesforce co-CEO) and Clay Bavor (former Google VP). On May 4, 2026, Sierra closed a $950 million round led by Tiger Global and GV at a post-money valuation above $15 billion, bringing total capital raised above $1.5 billion. The company reached $100 million in annual recurring revenue in just 21 months — one of the fastest enterprise SaaS scaling stories ever — and reported $150 million in ARR by February 2026, with over 40 percent of the Fortune 50 as customers.

Sierra builds AI agents for customer experience that take real actions in enterprise systems — authenticating users, modifying orders, processing refunds, ordering replacement credit cards, and handling complex workflows including mortgage refinancing, insurance claims, returns, and donor outreach. Unlike traditional chatbots, Sierra agents connect to billing, inventory, and CRM systems for end-to-end resolution. The platform achieves approximately 70 percent auto-resolution across clients.

Voice interactions overtook text as the primary channel by September 2025, addressing the highest-cost support interactions. Sierra uses outcome-based pricing aligned with customer results. Notable customers include SoFi, Rivian, SiriusXM, WeightWatchers, ADT, Sonos, and Discord. Sierra now has approximately 603 employees with offices in San Francisco, New York, London, and Atlanta.